One of the great things about anime is that it challenges us to think about the world in new ways, including re-thinking traditional gender roles. Ever since we were all exposed to Ranma 1/2, a boy cursed to change sex whenever he gets wet, and the “cousins with benefits” Sailor Uranus and Neptune, anime has delivered stories to us about new and interesting gender roles. Then along came a character named Bridget from 2002’s Guilty Gear, and ever since the genre of otokonoko has been a cornerstone of anime pop culture. Since Astolfo is trending on Twitter today, I thought it would be good to explore the best otokonoko characters in the history of anime!

J-List stocks the ultimate Astolfo parody toy for stress relief or troll-gifting to friends, and we restocked it today. Read a detailed review here!

Maria†Holic
Maria†Holic

Mariya Shido

Maria†Holic is a great anime about a girl named Kanako who’s ready to have the ultimate lesbian high school romance… until she discovers that her intended, the elegant and cultured Mariya Shido, is a cross-dressing boy. This 2009 anime showcased the impressive animation chops of studio Shaft before they were a household name among fans.

Hime Arikawa
Himegoto

The Classic Otokonoko: Hime Arikawa

What happens when a poor boy is forced to cross-dress by rich girls around him? Something hilarious and adorable!

Hideyoshi Kinoshita
Baka Test

Hideyoshi Kinoshita

Rather than being a classic otokonoko, Hideyoshi’s gender is… Hideyoshi.

Felix Argyle

We Love Otokonoko Catboys: Felix Argyle

A popular catboy character from the Re:Zero anime, we love the way he makes Subaru uncomfortable.

Hasuta
Haiyore! Nyaruko-san

Hasuta

As a card-carrying fan of voice actress Rie Kugimiya, I love the characters of Hasuta, a female alien from the planet Cthugha in Haiyore! Nyaruko-san because he’s the first otokonoko voice she’s done.

D'arc Hoshino Trao
Nanana’s Buried Treasure

D’arc Hoshino, the Otokonoko Maid

Luka Urushibara Steins;Gate Otokonoko
Steins;Gate

Luka Urushibara

Luka is a boy more feminine than any woman, tall yet with delicate mannerisms. When Okabe builds the D-mail message system that can send text messages into the past — you’re not a Steins;Gate fan if you need to ask what the “D” stands for — Luka sends a message to his then-pregnant mother suggesting she eat more vegetables. This changes the timeline so that Luka stays the same, but gets rid of the “D” she didn’t want.

What are the most famous anime phrases inside Japan? Here’s a blog post about this subject!

Yukimura Kusunoki
Haganai: I Have Few Friends

Yukimura Kusunoki

A fun character from the outstanding Haganai anime, Yukimura is a confused boy who thinks he’s a girl, but in the end, he’s a girl (?).

Saika Totsuka Otokonoko
Oregairu

The Cutest Boy is Saika Totsuka

An effeminate boy from the Oregairu series, Saika is always causing problems for Hachiman by being so darned cute.

Hideri Kanzaki
Blend S

Hideri Kanzaki, Otokonoko Maid

The character who puts the “S” (secret) in Blend S is Hideri, a boy whose dream is to work in a maid cafe.

Best Otokonoko Astolfo
Fate/Apocrypha

Rider Of Black, Astolfo

Naturally, the best otokonoko has to be Astolfo, Rider of Black, from Fate/Apocrypha. And his official parody onahole is one of the top-sellers on the J-List site month after month. Because of course, it is.

Thanks for reading this post exploring the best otokonoko characters in anime. Did we miss your favorite character? Tell us below, or on Twitter!

Jlist Wide Usami Life Email

J-List’s sister company J18 Publishing is kicking butt this year, bringing out tons of amazing new books. The newest is called USAMI LIFE, and is a super detailed look at the life of a furry bunny teacher named Usami. When she gets caught doing something shameful by one of her human students, they start banging like, well, rabbits, and the result is one of the best uncensored + translated doujinshi we’ve seen yet. Browse all J18’s products now!

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